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Hotels in Osprey

Choose from 10327 Osprey Hotel Deals

Casey Key Resorts - Mainland
Casey Key Resorts - Mainland
3 out of 5
1650 South Tamiami Trail, Osprey, FL
  • 5 min drive from The Oaks Club
The price is $163 per night from Dec 1 to Dec 2
$163
includes taxes & fees
Dec 1 - Dec 2
Stay at this 3-star business-friendly hotel in Osprey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
8.4/10 Very Good! (1,077 reviews)
"Great!"

Reviewed on Oct 30, 2024

Casey Key Resorts - Mainland
Hyatt Regency Sarasota
Hyatt Regency Sarasota
4 out of 5
1000 Blvd Of The Arts, Sarasota, FL
  • 24 min drive from The Oaks Club
The price is $137 per night from Nov 24 to Nov 25
$137
includes taxes & fees
Nov 24 - Nov 25
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
8/10 Very Good! (1,011 reviews)
"The resort was beautiful. The restaurant inside was very good and everything we ordered was very good both dinner and breakfast. The staff was helpful, friendly and most we saw very hard working."

Reviewed on Nov 2, 2024

Hyatt Regency Sarasota
Kompose Boutique Hotel
Kompose Boutique Hotel
3 out of 5
965 University Pkwy, Sarasota, FL
  • 31 min drive from The Oaks Club
The price is $171 per night from Nov 12 to Nov 13
$171
includes taxes & fees
Nov 12 - Nov 13
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
8.8/10 Excellent! (3,595 reviews)
"Good time"

Reviewed on Nov 1, 2024

Kompose Boutique Hotel
Golden Host Resort - Sarasota
Golden Host Resort - Sarasota
3 out of 5
4675 N Tamiami Trl, Sarasota, FL
  • 30 min drive from The Oaks Club
The price is $101 per night from Dec 1 to Dec 2
$101
includes taxes & fees
Dec 1 - Dec 2
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the bar in our ...
8.2/10 Very Good! (1,580 reviews)
"Very nice!"

Reviewed on Nov 2, 2024

Golden Host Resort - Sarasota
Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key Gateway
3 out of 5
6600 S Tamiami Trl, Sarasota, FL
  • 10 min drive from The Oaks Club
The price is $154 per night from Dec 1 to Dec 2
$154
includes taxes & fees
Dec 1 - Dec 2
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
8.2/10 Very Good! (1,078 reviews)
"Bed bugs"

Reviewed on Oct 23, 2024

Spark by Hilton Sarasota Siesta Key Gateway
Tropical Beach Resorts
Tropical Beach Resorts
3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
  • 9 min drive from The Oaks Club
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (4,532 reviews)
"The stay at the hotel was good. Issue was if you didn’t purchase their chair and umbrella then you were forced to sit at the end where the beach area is not kept nice. You’re spending the same money as everyone else to stay at resort. Should have the same right to sit where you want on the ..."

Reviewed on Oct 12, 2024

Tropical Beach Resorts
Siesta Key Beach Resort and Suites
Siesta Key Beach Resort and Suites
2.5 out of 5
5311 Ocean Blvd, Siesta Key, FL
  • 14 min drive from The Oaks Club
Book a stay at this beach motel in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (1,001 reviews)
"Close to beach"

Reviewed on Oct 23, 2024

Siesta Key Beach Resort and Suites
Lantern Inn & Suites
Lantern Inn & Suites
2.5 out of 5
7251 N Tamiami Trl, Sarasota, FL
  • 36 min drive from The Oaks Club
The price is $133 per night from Nov 6 to Nov 7
$133
includes taxes & fees
Nov 6 - Nov 7
Stay at this hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the bar in our reviews. Popular attractions ...
8.6/10 Excellent! (1,016 reviews)
"Good"

Reviewed on Nov 1, 2024

Lantern Inn & Suites
Carlisle Inn
Carlisle Inn
3.5 out of 5
3727 Bahia Vista, Sarasota, FL
  • 21 min drive from The Oaks Club
The price is $202 per night from Nov 6 to Nov 7
$202
includes taxes & fees
Nov 6 - Nov 7
Stay at this 3.5-star hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.8/10 Exceptional! (1,628 reviews)
"Wonderful, polite and helpful staff. Hotel very very clean. Breakfast was wonderful."

Reviewed on Nov 3, 2024

Carlisle Inn
The Westin Sarasota
The Westin Sarasota
4 out of 5
100 Marina View Drive, Sarasota, FL
  • 24 min drive from The Oaks Club
The price is $258 per night from Nov 17 to Nov 18
$258
includes taxes & fees
Nov 17 - Nov 18
Stay at this 4-star spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our ...
8.8/10 Excellent! (1,004 reviews)
"It’s great value"

Reviewed on Oct 28, 2024

The Westin Sarasota
Siesta Key Palms Resort
Siesta Key Palms Resort
4 out of 5
1800 Stickney Point Rd, Sarasota, FL
  • 10 min drive from The Oaks Club
The price is $212 per night from Nov 18 to Nov 19
$212
includes taxes & fees
Nov 18 - Nov 19
Stay at this 4-star hotel in Sarasota. Enjoy 2 outdoor pools, free bicycles on site, and a garden. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,005 reviews)
"Wonderful paradise!"

Reviewed on Oct 27, 2024

Siesta Key Palms Resort
The Ritz-Carlton, Sarasota
The Ritz-Carlton, Sarasota
5 out of 5
1111 Ritz Carlton Dr, Sarasota, FL
  • 24 min drive from The Oaks Club
The price is $745 per night from Nov 6 to Nov 7
$745
includes taxes & fees
Nov 6 - Nov 7
Stay at this 5-star luxury hotel in Sarasota. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (1,000 reviews)
"Excellent"

Reviewed on Sep 28, 2024

The Ritz-Carlton, Sarasota
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Osprey

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Osprey.

Choosing the right hotel in Florida has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Osprey’s 10,327 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $101. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Osprey hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Osprey. No matter your reason for visiting Osprey, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Osprey hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Osprey for as low as $101.

How many hotels are there in Osprey?

With over 10,327 hotels in Osprey, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $101.

How to find cheap car rentals in Osprey?

Finding a cheap car rental deal in Osprey is as easy as scoring cheap hotels in Osprey. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Osprey now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Osprey right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.